Compounds > methylthioinosine
Page last updated: 2024-09-21

methylthioinosine

Description

Methylthioinosine: 6-(Methylthio)-9-beta-D-ribofuranosylpurine. An analog of inosine with a methylthio group replacing the hydroxyl group in the 6-position. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9570
CHEMBL ID388931
CHEBI ID44081
SCHEMBL ID672035
MeSH IDM0013668

Synonyms (49)

Synonym
methylthioinosine
me6mpr
342-69-8
6-methylmercaptopurine riboside
6-methyl mp-riboside
6-methyl mp riboside
6-mmpr
mmpr
6-(methylthio)purine ribonucleoside
(2r,3s,4r,5r)-2-(hydroxymethyl)-5-(6-methylsulfanylpurin-9-yl)tetrahydrofuran-3,4-diol
9h-purine, 6-(methylthio-9-beta-d-ribofuranosyl-
einecs 206-442-2
ai3-50295
brn 0042871
9h-purine, 6-(methylthio)-9beta-d-ribofuranosyl-
inosine, 6-s-methyl-6-thio-
beta-d-ribosyl-6-methylthiopurine
9h-purine, 6-(methylthio)-9-beta-d-ribofuranosyl-, dihydrate
9h-purine, 6-(methylthio)-9-beta-d-ribofuranosyl-
6-(methylthio)-9-beta-d-ribofuranosyl-9h-purine
9-beta-d-ribofuranosyl-6-methylthiopurine
2-hydroxymethyl-5-(6-methylsulfanyl-purin-9-yl)-tetrahydro-furan-3,4-diol
6-methylthiopurine riboside
6-methyl-9-ribofuranosylpurine-6-thiol
6-methylmercaptopurine ribonucleoside
6-methylmercaptopurine-riboside
DB02896
6-s-methyl-6-thioinosine
methylmercaptopurine riboside
chebi:44081 ,
CHEMBL388931 ,
(2r,3s,4r,5r)-2-(hydroxymethyl)-5-(6-methylsulfanylpurin-9-yl)oxolane-3,4-diol
(2r,3s,4r,5r)-2-(hydroxymethyl)-5-[6-(methylsulfanyl)-9h-purin-9-yl]oxolane-3,4-diol
6-(methylsulfanyl)-9-beta-d-ribofuranosyl-9h-purine
bdbm50412071
4-26-00-01992 (beilstein handbook reference)
unii-y5g39shr0v
y5g39shr0v ,
sq-21977
SCHEMBL672035
mfcd00022826
DTXSID5030454
AKOS027320756
(2r,3s,4r,5r)-2-(hydroxymethyl)-5-(6-(methylthio)-9h-purin-9-yl)tetrahydrofuran-3,4-diol
s-methyl-6-thioinosine
ZDRFDHHANOYUTE-IOSLPCCCSA-N
6-methylmercapto-9-(beta-d-ribofuranosyl) purine
Q27093868
BS-28037

Research Excerpts

Overview

ExcerptReference
"Methylthioinosine (MeSno) is a purine nucleoside analog which is cytotoxic to a number of cultured cell lines including the Reuber H35 hepatoma cells used in the present studies. "( Koontz, JW; Wicks, WD, 1984)

Drug Classes (2)

ClassDescription
purine ribonucleosideA ribonucleoside that has a purine moiety as the nucleobase (the R group in the illustration).
thiopurine
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Adenosine kinaseMycobacterium tuberculosis H37RvIC50 (µMol)2.30001.20003.83338.0000AID1596006
Equilibrative nucleoside transporter 1Homo sapiens (human)IC50 (µMol)229.08700.00013.688363.0000AID330912
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (26)

Processvia Protein(s)Taxonomy
neurotransmitter uptakeEquilibrative nucleoside transporter 1Homo sapiens (human)
nucleobase-containing compound metabolic processEquilibrative nucleoside transporter 1Homo sapiens (human)
xenobiotic metabolic processEquilibrative nucleoside transporter 1Homo sapiens (human)
neurotransmitter transportEquilibrative nucleoside transporter 1Homo sapiens (human)
xenobiotic transmembrane transportEquilibrative nucleoside transporter 1Homo sapiens (human)
lactationEquilibrative nucleoside transporter 1Homo sapiens (human)
nucleobase transportEquilibrative nucleoside transporter 1Homo sapiens (human)
adenine transportEquilibrative nucleoside transporter 1Homo sapiens (human)
nucleoside transportEquilibrative nucleoside transporter 1Homo sapiens (human)
purine nucleoside transmembrane transportEquilibrative nucleoside transporter 1Homo sapiens (human)
cytidine transportEquilibrative nucleoside transporter 1Homo sapiens (human)
uridine transmembrane transportEquilibrative nucleoside transporter 1Homo sapiens (human)
adenosine transportEquilibrative nucleoside transporter 1Homo sapiens (human)
inosine transportEquilibrative nucleoside transporter 1Homo sapiens (human)
hypoxanthine transportEquilibrative nucleoside transporter 1Homo sapiens (human)
thymine transportEquilibrative nucleoside transporter 1Homo sapiens (human)
excitatory postsynaptic potentialEquilibrative nucleoside transporter 1Homo sapiens (human)
cellular response to glucose stimulusEquilibrative nucleoside transporter 1Homo sapiens (human)
cellular response to hypoxiaEquilibrative nucleoside transporter 1Homo sapiens (human)
pyrimidine-containing compound transmembrane transportEquilibrative nucleoside transporter 1Homo sapiens (human)
transport across blood-brain barrierEquilibrative nucleoside transporter 1Homo sapiens (human)
nucleoside transmembrane transportEquilibrative nucleoside transporter 1Homo sapiens (human)
guanine transmembrane transportEquilibrative nucleoside transporter 1Homo sapiens (human)
uracil transmembrane transportEquilibrative nucleoside transporter 1Homo sapiens (human)
pyrimidine nucleobase transmembrane transportEquilibrative nucleoside transporter 1Homo sapiens (human)
purine nucleobase transmembrane transportEquilibrative nucleoside transporter 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (9)

Processvia Protein(s)Taxonomy
neurotransmitter transmembrane transporter activityEquilibrative nucleoside transporter 1Homo sapiens (human)
nucleoside transmembrane transporter activityEquilibrative nucleoside transporter 1Homo sapiens (human)
adenine transmembrane transporter activityEquilibrative nucleoside transporter 1Homo sapiens (human)
guanine transmembrane transporter activityEquilibrative nucleoside transporter 1Homo sapiens (human)
uracil transmembrane transporter activityEquilibrative nucleoside transporter 1Homo sapiens (human)
purine nucleoside transmembrane transporter activityEquilibrative nucleoside transporter 1Homo sapiens (human)
cytidine transmembrane transporter activityEquilibrative nucleoside transporter 1Homo sapiens (human)
uridine transmembrane transporter activityEquilibrative nucleoside transporter 1Homo sapiens (human)
pyrimidine- and adenosine-specific:sodium symporter activityEquilibrative nucleoside transporter 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
plasma membraneEquilibrative nucleoside transporter 1Homo sapiens (human)
membraneEquilibrative nucleoside transporter 1Homo sapiens (human)
basolateral plasma membraneEquilibrative nucleoside transporter 1Homo sapiens (human)
apical plasma membraneEquilibrative nucleoside transporter 1Homo sapiens (human)
presynapseEquilibrative nucleoside transporter 1Homo sapiens (human)
postsynapseEquilibrative nucleoside transporter 1Homo sapiens (human)
plasma membraneEquilibrative nucleoside transporter 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (30)

Assay IDTitleYearJournalArticle
AID584550Cytotoxicity against mouse J774A1 cells2010Antimicrobial agents and chemotherapy, Dec, Volume: 54, Issue:12
Testing nucleoside analogues as inhibitors of Bacillus anthracis spore germination in vitro and in macrophage cell culture.
AID217260In vitro antiviral activity against vaccinia(VV) virus was determined in african green monkey kidney (vero,V) expressed as virus rating. Toxic level(320 ug/mL)1982Journal of medicinal chemistry, Nov, Volume: 25, Issue:11
Synthesis and antiviral activity of certain carbamoylpyrrolopyrimidine and pyrazolopyrimidine nucleosides.
AID70684Inhibition of Cellular Replication of friend erythroleukemia cells1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Purine and 8-substituted purine arabinofuranosyl and ribofuranosyl nucleoside derivatives as potential inducers of the differentiation of the Friend erythroleukemia.
AID70559Percent benzidine-positive cell differentiation in friend erythroleukemia cells1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Purine and 8-substituted purine arabinofuranosyl and ribofuranosyl nucleoside derivatives as potential inducers of the differentiation of the Friend erythroleukemia.
AID85703In vitro antiviral activity in secondary cultures of rabbit kidney cells infected with HSV type 1 strain HF1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Synthesis and antiviral activity of carbocyclic analogues of 2'-deoxyribofuranosides of 2-amino-6-substituted-purines and of 2-amino-6-substituted-8-azapurines.
AID155596Virus rating against parainfluenza virus type 31989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
Analysis of the in vitro antiviral activity of certain ribonucleosides against parainfluenza virus using a novel computer aided receptor modeling procedure.
AID491531Binding affinity to Mycobacterium tuberculosis purine nucleoside phosphorylase by spectrophotometric analysis2010Bioorganic & medicinal chemistry, Jul-01, Volume: 18, Issue:13
Crystallographic and docking studies of purine nucleoside phosphorylase from Mycobacterium tuberculosis.
AID19424Partition coefficient (logD7.4)2001Journal of medicinal chemistry, Jul-19, Volume: 44, Issue:15
ElogD(oct): a tool for lipophilicity determination in drug discovery. 2. Basic and neutral compounds.
AID1540947Cytotoxicity against African green monkey Vero cells assessed as reduction in cell viability measured after 120 hrs by MTT assay
AID66321Inhibition Eimeria tenella growth1982Journal of medicinal chemistry, Jan, Volume: 25, Issue:1
Pyrazolo[3,4-d]pyrimidine ribonucleosides as anticoccidials. 1. Synthesis and activity of some nucleosides of purines and 4-(alkylthio)pyrazolo[3,4-d]pyrimidines.
AID34142Virus rating against adenovirus type 21989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
Analysis of the in vitro antiviral activity of certain ribonucleosides against parainfluenza virus using a novel computer aided receptor modeling procedure.
AID1540946Antiviral activity against Zika virus PE243 infected in African green monkey Vero cells assessed as reduction in viral replication by measuring viral titer per ml of cells at CC20 incubated for 5 days by standard TCID50 method (Rvb = 6.7 No_unit)
AID584547Antibacterial activity against Bacillus anthracis Sterne 34F2 infected in mouse J774A.1 cells assessed as protection against bacteria-induced cytotoxicity using propidium iodide staining after 3 hrs measured every hours for up to 7 hrs2010Antimicrobial agents and chemotherapy, Dec, Volume: 54, Issue:12
Testing nucleoside analogues as inhibitors of Bacillus anthracis spore germination in vitro and in macrophage cell culture.
AID217966In vitro for antiviral activity in secondary cultures of rabbit kidney cells infected with vaccinia virus1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Synthesis and antiviral activity of carbocyclic analogues of 2'-deoxyribofuranosides of 2-amino-6-substituted-purines and of 2-amino-6-substituted-8-azapurines.
AID27580Partition coefficient (logP)2000Journal of medicinal chemistry, Jul-27, Volume: 43, Issue:15
ElogPoct: a tool for lipophilicity determination in drug discovery.
AID329451Inhibition of inosine and alanine-induced germination of Bacillus anthracis Sterne spore pre-incubated for 15 mins2007The Journal of biological chemistry, Apr-20, Volume: 282, Issue:16
Identification of an in vivo inhibitor of Bacillus anthracis spore germination.
AID217253In vitro antiviral activity against parainfluenza type 3(para 3) virus was determined in african green monkey kidney (vero,V) expressed as virus rating. Toxic level(320 ug/mL)1982Journal of medicinal chemistry, Nov, Volume: 25, Issue:11
Synthesis and antiviral activity of certain carbamoylpyrrolopyrimidine and pyrazolopyrimidine nucleosides.
AID29421Partition coefficient (logP) (HPLC)2000Journal of medicinal chemistry, Jul-27, Volume: 43, Issue:15
ElogPoct: a tool for lipophilicity determination in drug discovery.
AID329453Inhibition of cytopathic effect in Bacillus anthracis Sterne infected mouse RAW264.7 macrophage after 6 hrs by propidium iodide exclusion assay2007The Journal of biological chemistry, Apr-20, Volume: 282, Issue:16
Identification of an in vivo inhibitor of Bacillus anthracis spore germination.
AID330912Binding affinity to ENT1 transporter2008Bioorganic & medicinal chemistry, Apr-01, Volume: 16, Issue:7
Constrained NBMPR analogue synthesis, pharmacophore mapping and 3D-QSAR modeling of equilibrative nucleoside transporter 1 (ENT1) inhibitory activity.
AID19427HPLC capacity factor (k)2000Journal of medicinal chemistry, Jul-27, Volume: 43, Issue:15
ElogPoct: a tool for lipophilicity determination in drug discovery.
AID1596006Inhibition of wild-type N-terminal TEV cleavage site-fused/His-tagged Mycobacterium tuberculosis H37Rv adenosine kinase expressed in Escherichia coli BL21 (DE3) using adenosine as substrate in presence of ATP and PEP by pyruvate kinase-lactate dehydrogena2019Journal of medicinal chemistry, 05-09, Volume: 62, Issue:9
Structure-Guided Drug Design of 6-Substituted Adenosine Analogues as Potent Inhibitors of Mycobacterium tuberculosis Adenosine Kinase.
AID584546Inhibition of inosine/L-alanine-induced Bacillus anthracis Sterne 34F2 spore germination pretreated for 15 mins before inosine/L-alanine challenge2010Antimicrobial agents and chemotherapy, Dec, Volume: 54, Issue:12
Testing nucleoside analogues as inhibitors of Bacillus anthracis spore germination in vitro and in macrophage cell culture.
AID70686Optimum concentration for differentiation of friend erythroleukemia cells1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Purine and 8-substituted purine arabinofuranosyl and ribofuranosyl nucleoside derivatives as potential inducers of the differentiation of the Friend erythroleukemia.
AID217249In vitro antiviral activity against herpes simplex type 1 (HSV-1) virus was determined in african green monkey kidney (vero,V) expressed as virus rating. Toxic level(320 ug/mL)1982Journal of medicinal chemistry, Nov, Volume: 25, Issue:11
Synthesis and antiviral activity of certain carbamoylpyrrolopyrimidine and pyrazolopyrimidine nucleosides.
AID85569Concentration required to inhibit HSV type 1 strain HF induced cytopathogenic affects by 50%1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Synthesis and antiviral activity of carbocyclic analogues of 2'-deoxyribofuranosides of 2-amino-6-substituted-purines and of 2-amino-6-substituted-8-azapurines.
AID217834Concentration required to inhibit vaccinia virus induced cytopathogenic affects by 50%1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Synthesis and antiviral activity of carbocyclic analogues of 2'-deoxyribofuranosides of 2-amino-6-substituted-purines and of 2-amino-6-substituted-8-azapurines.
AID290451Antiviral activity against SARS-CoV Frankfurt1 in Vero E6 cells by plaque reduction assay2007Bioorganic & medicinal chemistry letters, May-01, Volume: 17, Issue:9
Synthesis and biological evaluation of nucleoside analogues having 6-chloropurine as anti-SARS-CoV agents.
AID199875Virus rating against rhinovirus type 1A1989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
Analysis of the in vitro antiviral activity of certain ribonucleosides against parainfluenza virus using a novel computer aided receptor modeling procedure.
AID87045Virus rating of against herpes simplex virus type 21989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
Analysis of the in vitro antiviral activity of certain ribonucleosides against parainfluenza virus using a novel computer aided receptor modeling procedure.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (117)

TimeframeStudies, This Drug (%)All Drugs %
pre-199048 (41.03)18.7374
1990's26 (22.22)18.2507
2000's17 (14.53)29.6817
2010's20 (17.09)24.3611
2020's6 (5.13)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials7 (5.88%)5.53%
Reviews4 (3.36%)6.00%
Case Studies1 (0.84%)4.05%
Observational1 (0.84%)0.25%
Other106 (89.08%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
ribavirin[no description available]medium301-ribosyltriazole;
aromatic amide;
monocarboxylic acid amide;
primary carboxamide		anticoronaviral agent;
antiinfective agent;
antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor
3-deazaguanosine[no description available]medium10
formycin[no description available]medium30formycinantineoplastic agent
taribavirin[no description available]medium10nucleobase-containing molecular entity
tiazofurin[no description available]medium101,3-thiazoles;
C-glycosyl compound;
monocarboxylic acid amide		antineoplastic agent;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
prodrug
7-deazainosine[no description available]medium20
dimethyl sulfoxide[no description available]medium10sulfoxide;
volatile organic compound		alkylating agent;
antidote;
Escherichia coli metabolite;
geroprotector;
MRI contrast agent;
non-narcotic analgesic;
polar aprotic solvent;
radical scavenger
vidarabine[no description available]medium30beta-D-arabinoside;
purine nucleoside		antineoplastic agent;
bacterial metabolite;
nucleoside antibiotic
adenosine[no description available]medium160adenosines;
purines D-ribonucleoside		analgesic;
anti-arrhythmia drug;
fundamental metabolite;
human metabolite;
vasodilator agent
xanthosine[no description available]medium30purines D-ribonucleoside;
xanthosines		Escherichia coli metabolite;
human metabolite;
mouse metabolite
8-bromoadenosine[no description available]medium10purine nucleoside
thioinosine[no description available]medium100
inosine[no description available]medium290inosines;
purines D-ribonucleoside		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
inosine[no description available]medium291inosines;
purines D-ribonucleoside		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
hypoxanthine arabinoside[no description available]medium10
idoxuridine[no description available]medium10organoiodine compound;
pyrimidine 2'-deoxyribonucleoside		antiviral drug;
DNA synthesis inhibitor
bromodeoxyuridine[no description available]medium10pyrimidine 2'-deoxyribonucleosideantimetabolite;
antineoplastic agent
6-hydroxyadenosine[no description available]medium10
3-deazaadenosine[no description available]medium10
2-aminoadenosine[no description available]medium30purine nucleoside
6-chloropurine riboside[no description available]medium40
6-methoxypurine arabinoside[no description available]medium10
carbodine[no description available]medium10
carbocyclic inosine[no description available]medium10
6-methylthiopurine[no description available]medium30thiopurine
mercaptopurine[no description available]medium260aryl thiol;
purines;
thiocarbonyl compound		anticoronaviral agent;
antimetabolite;
antineoplastic agent
mercaptopurine[no description available]medium263aryl thiol;
purines;
thiocarbonyl compound		anticoronaviral agent;
antimetabolite;
antineoplastic agent
6-thioguanosine[no description available]medium50purine nucleoside
tisopurine[no description available]medium10pyrazolopyrimidine
naphthalene[no description available]medium20naphthalenes;
ortho-fused bicyclic arene		apoptosis inhibitor;
carcinogenic agent;
environmental contaminant;
mouse metabolite;
plant metabolite;
volatile oil component
acetaminophen[no description available]medium20acetamides;
phenols		antipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
cyclooxygenase 3 inhibitor;
environmental contaminant;
ferroptosis inducer;
geroprotector;
hepatotoxic agent;
human blood serum metabolite;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic
antipyrine[no description available]medium20pyrazoloneantipyretic;
cyclooxygenase 3 inhibitor;
environmental contaminant;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic
bay h 4502[no description available]medium20biphenyls;
imidazoles
bromazepam[no description available]medium20organic molecular entity
caffeine[no description available]medium50purine alkaloid;
trimethylxanthine		adenosine A2A receptor antagonist;
adenosine receptor antagonist;
adjuvant;
central nervous system stimulant;
diuretic;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
environmental contaminant;
food additive;
fungal metabolite;
geroprotector;
human blood serum metabolite;
mouse metabolite;
mutagen;
plant metabolite;
psychotropic drug;
ryanodine receptor agonist;
xenobiotic
carbamazepine[no description available]medium20dibenzoazepine;
ureas		analgesic;
anticonvulsant;
antimanic drug;
drug allergen;
EC 3.5.1.98 (histone deacetylase) inhibitor;
environmental contaminant;
glutamate transporter activator;
mitogen;
non-narcotic analgesic;
sodium channel blocker;
xenobiotic
clotrimazole[no description available]medium20conazole antifungal drug;
imidazole antifungal drug;
imidazoles;
monochlorobenzenes		antiinfective agent;
environmental contaminant;
xenobiotic
diazepam[no description available]medium201,4-benzodiazepinone;
organochlorine compound		anticonvulsant;
anxiolytic drug;
environmental contaminant;
sedative;
xenobiotic
fluconazole[no description available]medium20conazole antifungal drug;
difluorobenzene;
tertiary alcohol;
triazole antifungal drug		environmental contaminant;
P450 inhibitor;
xenobiotic
lorazepam[no description available]medium20benzodiazepine
metronidazole[no description available]medium20C-nitro compound;
imidazoles;
primary alcohol		antiamoebic agent;
antibacterial drug;
antimicrobial agent;
antiparasitic agent;
antitrichomonal drug;
environmental contaminant;
prodrug;
radiosensitizing agent;
xenobiotic
nifedipine[no description available]medium20C-nitro compound;
dihydropyridine;
methyl ester		calcium channel blocker;
human metabolite;
tocolytic agent;
vasodilator agent
pentoxifylline[no description available]medium20oxopurine
tolnaftate[no description available]medium20monothiocarbamic esterantifungal drug
hydrocortisone acetate[no description available]medium20cortisol ester;
tertiary alpha-hydroxy ketone
prednisolone[no description available]medium2011beta-hydroxy steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
C21-steroid;
glucocorticoid;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		adrenergic agent;
anti-inflammatory drug;
antineoplastic agent;
drug metabolite;
environmental contaminant;
immunosuppressive agent;
xenobiotic
prednisone[no description available]medium2011-oxo steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
C21-steroid;
glucocorticoid;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		adrenergic agent;
anti-inflammatory drug;
antineoplastic agent;
immunosuppressive agent;
prodrug
chloramphenicol[no description available]medium20C-nitro compound;
carboxamide;
diol;
organochlorine compound		antibacterial drug;
antimicrobial agent;
Escherichia coli metabolite;
geroprotector;
Mycoplasma genitalium metabolite;
protein synthesis inhibitor
quinoline[no description available]medium20azaarene;
mancude organic heterobicyclic parent;
ortho-fused heteroarene;
quinolines
acetophenone[no description available]medium20acetophenonesanimal metabolite;
photosensitizing agent;
xenobiotic
3-chlorophenol[no description available]medium20monochlorophenol
3,5-dichlorophenol[no description available]medium20dichlorophenol
lormetazepam[no description available]medium201,4-benzodiazepinone;
organochlorine compound		sedative
thiamphenicol[no description available]medium20monocarboxylic acid amide;
sulfone		antimicrobial agent;
immunosuppressive agent
griseofulvin[no description available]medium201-benzofurans;
antibiotic antifungal drug;
benzofuran antifungal drug;
organochlorine compound;
oxaspiro compound		antibacterial agent;
Penicillium metabolite
diethylstilbestrol[no description available]medium20olefinic compound;
polyphenol		antifungal agent;
antineoplastic agent;
autophagy inducer;
calcium channel blocker;
carcinogenic agent;
EC 1.1.1.146 (11beta-hydroxysteroid dehydrogenase) inhibitor;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor;
endocrine disruptor;
xenoestrogen
nitrofurazone[no description available]medium20
nifuroxime[no description available]medium20
allopurinol[no description available]medium50nucleobase analogue;
organic heterobicyclic compound		antimetabolite;
EC 1.17.3.2 (xanthine oxidase) inhibitor;
gout suppressant;
radical scavenger
allopurinol[no description available]medium51nucleobase analogue;
organic heterobicyclic compound		antimetabolite;
EC 1.17.3.2 (xanthine oxidase) inhibitor;
gout suppressant;
radical scavenger
acebutolol[no description available]medium10aromatic amide;
ethanolamines;
ether;
monocarboxylic acid amide;
propanolamine;
secondary amino compound		anti-arrhythmia drug;
antihypertensive agent;
beta-adrenergic antagonist;
sympathomimetic agent
alprazolam[no description available]medium10organochlorine compound;
triazolobenzodiazepine		anticonvulsant;
anxiolytic drug;
GABA agonist;
muscle relaxant;
sedative;
xenobiotic
alprenolol[no description available]medium10secondary alcohol;
secondary amino compound		anti-arrhythmia drug;
antihypertensive agent;
beta-adrenergic antagonist;
sympatholytic agent
amiodarone[no description available]medium101-benzofurans;
aromatic ketone;
organoiodine compound;
tertiary amino compound		cardiovascular drug
amlodipine[no description available]medium10dihydropyridine;
ethyl ester;
methyl ester;
monochlorobenzenes;
primary amino compound		antihypertensive agent;
calcium channel blocker;
vasodilator agent
chlorpheniramine[no description available]medium10monochlorobenzenes;
pyridines;
tertiary amino compound		anti-allergic agent;
antidepressant;
antipruritic drug;
H1-receptor antagonist;
histamine antagonist;
serotonin uptake inhibitor
chlorpromazine[no description available]medium10organochlorine compound;
phenothiazines;
tertiary amine		anticoronaviral agent;
antiemetic;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
phenothiazine antipsychotic drug
chlorthalidone[no description available]medium10isoindoles;
monochlorobenzenes;
sulfonamide
cimetidine[no description available]medium10aliphatic sulfide;
guanidines;
imidazoles;
nitrile		adjuvant;
analgesic;
anti-ulcer drug;
H2-receptor antagonist;
P450 inhibitor
clonidine[no description available]medium10clonidine;
imidazoline
cyclothiazide[no description available]medium10benzothiadiazineantihypertensive agent;
diuretic
desipramine[no description available]medium10dibenzoazepine;
secondary amino compound		adrenergic uptake inhibitor;
alpha-adrenergic antagonist;
antidepressant;
cholinergic antagonist;
drug allergen;
EC 3.1.4.12 (sphingomyelin phosphodiesterase) inhibitor;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
H1-receptor antagonist;
serotonin uptake inhibitor
diphenhydramine[no description available]medium10ether;
tertiary amino compound		anti-allergic agent;
antidyskinesia agent;
antiemetic;
antiparkinson drug;
antipruritic drug;
antitussive;
H1-receptor antagonist;
local anaesthetic;
muscarinic antagonist;
oneirogen;
sedative
disopyramide[no description available]medium10monocarboxylic acid amide;
pyridines;
tertiary amino compound		anti-arrhythmia drug
flecainide[no description available]medium10aromatic ether;
monocarboxylic acid amide;
organofluorine compound;
piperidines		anti-arrhythmia drug
haloperidol[no description available]medium10aromatic ketone;
hydroxypiperidine;
monochlorobenzenes;
organofluorine compound;
tertiary alcohol		antidyskinesia agent;
antiemetic;
dopaminergic antagonist;
first generation antipsychotic;
serotonergic antagonist
lidocaine[no description available]medium10benzenes;
monocarboxylic acid amide;
tertiary amino compound		anti-arrhythmia drug;
drug allergen;
environmental contaminant;
local anaesthetic;
xenobiotic
imipramine[no description available]medium10dibenzoazepineadrenergic uptake inhibitor;
antidepressant;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
loratadine[no description available]medium10benzocycloheptapyridine;
ethyl ester;
N-acylpiperidine;
organochlorine compound;
tertiary carboxamide		anti-allergic agent;
cholinergic antagonist;
geroprotector;
H1-receptor antagonist
metoclopramide[no description available]medium10benzamides;
monochlorobenzenes;
substituted aniline;
tertiary amino compound		antiemetic;
dopaminergic antagonist;
environmental contaminant;
gastrointestinal drug;
xenobiotic
metoprolol[no description available]medium10aromatic ether;
propanolamine;
secondary alcohol;
secondary amino compound		antihypertensive agent;
beta-adrenergic antagonist;
environmental contaminant;
geroprotector;
xenobiotic
mexiletine[no description available]medium10aromatic ether;
primary amino compound		anti-arrhythmia drug
nizatidine[no description available]medium101,3-thiazoles;
C-nitro compound;
carboxamidine;
organic sulfide;
tertiary amino compound		anti-ulcer drug;
cholinergic drug;
H2-receptor antagonist
omeprazole[no description available]medium10aromatic ether;
benzimidazoles;
pyridines;
sulfoxide
pirenzepine[no description available]medium10pyridobenzodiazepineanti-ulcer drug;
antispasmodic drug;
muscarinic antagonist
procainamide[no description available]medium10benzamidesanti-arrhythmia drug;
platelet aggregation inhibitor;
sodium channel blocker
propafenone[no description available]medium10aromatic ketone;
secondary alcohol;
secondary amino compound		anti-arrhythmia drug
propranolol[no description available]medium10naphthalenes;
propanolamine;
secondary amine		anti-arrhythmia drug;
antihypertensive agent;
anxiolytic drug;
beta-adrenergic antagonist;
environmental contaminant;
human blood serum metabolite;
vasodilator agent;
xenobiotic
ranitidine[no description available]medium10aralkylamine
risperidone[no description available]medium101,2-benzoxazoles;
heteroarylpiperidine;
organofluorine compound;
pyridopyrimidine		alpha-adrenergic antagonist;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
H1-receptor antagonist;
psychotropic drug;
second generation antipsychotic;
serotonergic antagonist
sotalol[no description available]medium10ethanolamines;
secondary alcohol;
secondary amino compound;
sulfonamide		anti-arrhythmia drug;
beta-adrenergic antagonist;
environmental contaminant;
xenobiotic
sumatriptan[no description available]medium10sulfonamide;
tryptamines		serotonergic agonist;
vasoconstrictor agent
tetracaine[no description available]medium10benzoate ester;
tertiary amino compound		local anaesthetic
thioridazine[no description available]medium10phenothiazines;
piperidines		alpha-adrenergic antagonist;
dopaminergic antagonist;
EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
first generation antipsychotic;
H1-receptor antagonist;
serotonergic antagonist
tiapride[no description available]medium10benzamides
trazodone[no description available]medium10monochlorobenzenes;
N-alkylpiperazine;
N-arylpiperazine;
triazolopyridine		adrenergic antagonist;
antidepressant;
anxiolytic drug;
H1-receptor antagonist;
sedative;
serotonin uptake inhibitor
triamterene[no description available]medium10pteridinesdiuretic;
sodium channel blocker
trichlormethiazide[no description available]medium10benzothiadiazine;
sulfonamide antibiotic		antihypertensive agent;
diuretic
triflupromazine[no description available]medium10organofluorine compound;
phenothiazines;
tertiary amine		anticoronaviral agent;
antiemetic;
dopaminergic antagonist;
first generation antipsychotic
trimethoprim[no description available]medium10aminopyrimidine;
methoxybenzenes		antibacterial drug;
diuretic;
drug allergen;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor;
environmental contaminant;
xenobiotic
fentanyl citrate[no description available]medium10citrate saltmu-opioid receptor agonist;
opioid analgesic
selegiline[no description available]medium10selegiline;
terminal acetylenic compound		geroprotector
diltiazem[no description available]medium105-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetateantihypertensive agent;
calcium channel blocker;
vasodilator agent
tiotidine[no description available]medium10thiazoles
zaltidine[no description available]medium10
methotrimeprazine[no description available]medium10phenothiazines;
tertiary amine		anticoronaviral agent;
cholinergic antagonist;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
non-narcotic analgesic;
phenothiazine antipsychotic drug;
serotonergic antagonist
nicotine[no description available]medium103-(1-methylpyrrolidin-2-yl)pyridineanxiolytic drug;
biomarker;
immunomodulator;
mitogen;
neurotoxin;
nicotinic acetylcholine receptor agonist;
peripheral nervous system drug;
phytogenic insecticide;
plant metabolite;
psychotropic drug;
teratogenic agent;
xenobiotic
atropine[no description available]medium10
quinidine[no description available]medium10cinchona alkaloidalpha-adrenergic antagonist;
anti-arrhythmia drug;
antimalarial;
drug allergen;
EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor;
EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor;
muscarinic antagonist;
P450 inhibitor;
potassium channel blocker;
sodium channel blocker
cocaine[no description available]medium10benzoate ester;
methyl ester;
tertiary amino compound;
tropane alkaloid		adrenergic uptake inhibitor;
central nervous system stimulant;
dopamine uptake inhibitor;
environmental contaminant;
local anaesthetic;
mouse metabolite;
plant metabolite;
serotonin uptake inhibitor;
sodium channel blocker;
sympathomimetic agent;
vasoconstrictor agent;
xenobiotic
codeine[no description available]medium10morphinane alkaloid;
organic heteropentacyclic compound		antitussive;
drug allergen;
environmental contaminant;
opioid analgesic;
opioid receptor agonist;
prodrug;
xenobiotic
morphine sulfate[no description available]medium10alkaloid sulfate salt
clozapine[no description available]medium10benzodiazepine;
N-arylpiperazine;
N-methylpiperazine;
organochlorine compound		adrenergic antagonist;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
environmental contaminant;
GABA antagonist;
histamine antagonist;
muscarinic antagonist;
second generation antipsychotic;
serotonergic antagonist;
xenobiotic
6'-o-methylguanosine[no description available]medium30
mizoribine[no description available]medium10imidazolesanticoronaviral agent
hyaluronoglucosaminidase[no description available]medium10purine nucleoside
4-nitrobenzylthioinosine[no description available]medium10purine nucleoside
n(6)-benzyladenosine[no description available]medium10
6-(4-nitrobenzylthio)guanosine[no description available]medium10
5-iodotubercidin[no description available]medium30organoiodine compound
n(6)-phenyladenosine[no description available]medium10purine nucleoside
2-hydroxy-5-nitrobenzylthioguanosine[no description available]medium10
6-benzylthioinosine[no description available]medium20
6-methylthioguanine[no description available]medium102-aminopurines;
thiopurine		human xenobiotic metabolite
acyclovir[no description available]medium102-aminopurines;
oxopurine		antimetabolite;
antiviral drug
ganciclovir[no description available]medium202-aminopurines;
oxopurine		antiinfective agent;
antiviral drug
oxypurinol[no description available]medium10pyrazolopyrimidinedrug metabolite;
EC 1.17.3.2 (xanthine oxidase) inhibitor
4-hydroxyquinazoline[no description available]medium10quinazolines
tubercidin[no description available]medium50antibiotic antifungal agent;
N-glycosylpyrrolopyrimidine;
ribonucleoside		antimetabolite;
antineoplastic agent;
bacterial metabolite
isopentenyladenosine[no description available]medium20N-ribosyl-N(6)-isopentenyladenine;
nucleoside analogue		antineoplastic agent;
plant growth regulator;
plant metabolite
benzylaminopurine[no description available]medium106-aminopurinescytokinin;
plant metabolite
isoguanosine[no description available]medium10purine nucleoside
nebularine[no description available]medium10purine ribonucleoside;
purines D-ribonucleoside		fungal metabolite
D-alanine[no description available]medium10alanine zwitterion;
alanine;
D-alpha-amino acid		EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor;
Escherichia coli metabolite;
human metabolite
8-aminoadenosine[no description available]medium10
n-methyladenosine[no description available]medium10methyladenosine
n(6),n(6)-dimethyladenosine[no description available]medium10hydrocarbyladenosine
2-mercaptobenzimidazole[no description available]medium10
thiouracil[no description available]medium10nucleobase analogue;
thiocarbonyl compound		antithyroid drug;
metabolite
pyrimidine-2-thiol[no description available]medium10aryl thiol;
pyrimidines		allergen;
corrosion inhibitor
thioguanine anhydrous[no description available]medium1402-aminopurinesanticoronaviral agent;
antimetabolite;
antineoplastic agent
thioguanine anhydrous[no description available]medium1412-aminopurinesanticoronaviral agent;
antimetabolite;
antineoplastic agent
2-thiopyridine[no description available]medium10aryl thiol;
pyridines		allergen;
fluorescence quencher
4-thiopyridine[no description available]medium10
2-amino-6-chloropurine[no description available]medium102-aminopurines;
organochlorine compound
guanosine[no description available]medium70guanosines;
purines D-ribonucleoside		fundamental metabolite
8-hydroxyguanosine[no description available]medium10purine nucleoside
7-methylinosine[no description available]medium10inosines;
organic cation		metabolite
nsc 65346[no description available]medium10nucleoside analogueprotein kinase inhibitor
5'-amino-5'-deoxyadenosine[no description available]medium10
Tonantzitlolone A[no description available]medium10fatty acid ester
phosphoribosyl pyrophosphate[no description available]medium615-O-phosphono-D-ribofuranosyl diphosphateEscherichia coli metabolite;
human metabolite;
mouse metabolite;
plant metabolite
guanosine triphosphate[no description available]medium20guanosine 5'-phosphate;
purine ribonucleoside 5'-triphosphate		Escherichia coli metabolite;
mouse metabolite;
uncoupling protein inhibitor
favipiravir[no description available]medium10hydroxypyrazine;
organofluorine compound;
primary carboxamide		anticoronaviral agent;
antiviral drug;
EC 2.7.7.48 (RNA-directed RNA polymerase) inhibitor
pyrazines[no description available]medium10diazine;
pyrazines		Daphnia magna metabolite
t 1105[no description available]medium10
purine[no description available]medium10purine
5'-deoxy-5'-methylthioinosine[no description available]medium705'-deoxyribonucleoside;
inosines
azathioprine[no description available]medium131aryl sulfide;
C-nitro compound;
imidazoles;
thiopurine		antimetabolite;
antineoplastic agent;
carcinogenic agent;
DNA synthesis inhibitor;
hepatotoxic agent;
immunosuppressive agent;
prodrug
6-thioguanylic acid[no description available]medium61organic molecule
aspartic acid[no description available]medium143aspartate family amino acid;
aspartic acid;
L-alpha-amino acid;
proteinogenic amino acid		Escherichia coli metabolite;
mouse metabolite;
neurotransmitter
6-aminonicotinamide[no description available]medium100aminopyridine;
monocarboxylic acid amide;
primary amino compound		antimetabolite;
EC 1.1.1.44 (NADP(+)-dependent decarboxylating phosphogluconate dehydrogenase) inhibitor;
teratogenic agent
pyrimidinones[no description available]medium20
6-methylthiopurine ribonucleoside-5'-phosphate[no description available]medium40
mesalamine[no description available]medium10amino acid;
aromatic amine;
monocarboxylic acid;
monohydroxybenzoic acid;
phenols		non-steroidal anti-inflammatory drug
5'-methylthioadenosine[no description available]medium30thioadenosinealgal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
coformycin[no description available]medium10coformycinsEC 3.5.4.4 (adenosine deaminase) inhibitor
2-methylthioadenosine[no description available]medium10
oligonucleotides[no description available]medium10
phosphoramidite[no description available]medium20
pyrroles[no description available]medium10pyrrole;
secondary amine
forodesine[no description available]medium10dihydroxypyrrolidine;
pyrrolopyrimidine
alanosine[no description available]medium20
alanine[no description available]medium20alanine zwitterion;
alanine;
L-alpha-amino acid;
proteinogenic amino acid;
pyruvate family amino acid		EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor;
fundamental metabolite
adenine[no description available]medium406-aminopurines;
purine nucleobase		Daphnia magna metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
hypoxanthine[no description available]medium41nucleobase analogue;
oxopurine;
purine nucleobase		fundamental metabolite
fluorouracil[no description available]medium124nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic
adenosine kinase[no description available]medium120
2-chloroadenosine[no description available]medium20purine nucleoside
methionine[no description available]medium20aspartate family amino acid;
L-alpha-amino acid;
methionine zwitterion;
methionine;
proteinogenic amino acid		antidote to paracetamol poisoning;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical
mycophenolic acid[no description available]medium202-benzofurans;
gamma-lactone;
monocarboxylic acid;
phenols		anticoronaviral agent;
antimicrobial agent;
antineoplastic agent;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
environmental contaminant;
immunosuppressive agent;
mycotoxin;
Penicillium metabolite;
xenobiotic
guanine[no description available]medium202-aminopurines;
oxopurine;
purine nucleobase		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
6-selenoguanosine[no description available]medium10
selenium[no description available]medium10chalcogen;
nonmetal atom		micronutrient
thymidine[no description available]medium41pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
metabolite;
mouse metabolite
methotrexate[no description available]medium81dicarboxylic acid;
monocarboxylic acid amide;
pteridines		abortifacient;
antimetabolite;
antineoplastic agent;
antirheumatic drug;
dermatologic drug;
DNA synthesis inhibitor;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor;
immunosuppressive agent
cytarabine[no description available]medium41beta-D-arabinoside;
monosaccharide derivative;
pyrimidine nucleoside		antimetabolite;
antineoplastic agent;
antiviral agent;
immunosuppressive agent
ethyl methanesulfonate[no description available]medium20methanesulfonate esteralkylating agent;
antineoplastic agent;
carcinogenic agent;
genotoxin;
mutagen;
teratogenic agent
azaserine[no description available]medium20carboxylic ester;
diazo compound;
L-serine derivative;
non-proteinogenic L-alpha-amino acid		antifungal agent;
antimetabolite;
antimicrobial agent;
antineoplastic agent;
glutamine antagonist;
immunosuppressive agent;
metabolite
amphotericin b[no description available]medium20antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite
phosphonoacetic acid[no description available]medium113monocarboxylic acid;
phosphonic acids		antiviral agent;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor
2-aminopurine[no description available]medium202-aminopurines;
nucleobase analogue		antimetabolite
myelin basic protein[no description available]medium10
inosinic acid[no description available]medium20inosine phosphate;
purine ribonucleoside 5'-monophosphate		Escherichia coli metabolite;
human metabolite;
mouse metabolite
aminoimidazole carboxamide[no description available]medium20aminoimidazole;
monocarboxylic acid amide		mouse metabolite
acadesine[no description available]medium101-ribosylimidazolecarboxamide;
aminoimidazole;
nucleoside analogue		antineoplastic agent;
platelet aggregation inhibitor
xanthine[no description available]medium11xanthineSaccharomyces cerevisiae metabolite
phosphorus[no description available]medium10monoatomic phosphorus;
nonmetal atom;
pnictogen		macronutrient
paclitaxel[no description available]medium10taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
levoleucovorin[no description available]medium115-formyltetrahydrofolic acidantineoplastic agent;
metabolite
cyclic imp[no description available]medium103',5'-cyclic purine nucleotide;
nucleoside 3',5'-cyclic phosphate		mammalian metabolite;
Saccharomyces cerevisiae metabolite
hydroxyurea[no description available]medium10one-carbon compound;
ureas		antimetabolite;
antimitotic;
antineoplastic agent;
DNA synthesis inhibitor;
EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor;
genotoxin;
immunomodulator;
radical scavenger;
teratogenic agent
glycine[no description available]medium10alpha-amino acid;
amino acid zwitterion;
proteinogenic amino acid;
serine family amino acid		EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor;
fundamental metabolite;
hepatoprotective agent;
micronutrient;
neurotransmitter;
NMDA receptor agonist;
nutraceutical
azauridine[no description available]medium10N-glycosyl-1,2,4-triazineantimetabolite;
antineoplastic agent;
drug metabolite
azaguanine[no description available]medium10nucleobase analogue;
triazolopyrimidines		antimetabolite;
antineoplastic agent;
EC 2.4.2.1 (purine-nucleoside phosphorylase) inhibitor
deoxycytidine[no description available]medium10pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
chlorine[no description available]medium10diatomic chlorine;
gas molecular entity		bleaching agent
aminopterin[no description available]medium10dicarboxylic acidEC 1.5.1.3 (dihydrofolate reductase) inhibitor;
mutagen
orotic acid[no description available]medium10pyrimidinemonocarboxylic acidEscherichia coli metabolite;
metabolite;
mouse metabolite
thioinosinic acid[no description available]medium10purine ribonucleoside 5'-monophosphate;
thiopurine
glycineamide ribonucleotide[no description available]medium10
piritrexim[no description available]medium10
aica ribonucleotide[no description available]medium101-(phosphoribosyl)imidazolecarboxamide;
aminoimidazole		cardiovascular drug;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite
adenosine monophosphate[no description available]medium20adenosine 5'-phosphate;
purine ribonucleoside 5'-monophosphate		adenosine A1 receptor agonist;
cofactor;
EC 3.1.3.1 (alkaline phosphatase) inhibitor;
EC 3.1.3.11 (fructose-bisphosphatase) inhibitor;
fundamental metabolite;
micronutrient;
nutraceutical
adenosine diphosphate[no description available]medium20adenosine 5'-phosphate;
purine ribonucleoside 5'-diphosphate		fundamental metabolite;
human metabolite
formycins[no description available]medium20
formycin b[no description available]medium10formycin
toyocamycin[no description available]medium20antibiotic antifungal agent;
N-glycosylpyrrolopyrimidine;
nitrile;
ribonucleoside		antimetabolite;
antineoplastic agent;
apoptosis inducer;
bacterial metabolite
ribose[no description available]medium20D-ribose;
ribopyranose
pyrazofurin[no description available]medium20C-glycosyl compound;
pyrazoles		antimetabolite;
antimicrobial agent;
antineoplastic agent;
EC 4.1.1.23 (orotidine-5'-phosphate decarboxylase) inhibitor
potassium chloride[no description available]medium10inorganic chloride;
inorganic potassium salt;
potassium salt		fertilizer
methyldimethylaminoazobenzene[no description available]medium10
mannose[no description available]medium20D-aldohexose;
D-mannose;
mannopyranose		metabolite
dolichols[no description available]medium10polyterpene
2'-deoxycytidine 5'-triphosphate[no description available]medium102'-deoxycytidine phosphate;
pyrimidine 2'-deoxyribonucleoside 5'-triphosphate		Escherichia coli metabolite;
human metabolite;
mouse metabolite
mercaptoethanol[no description available]medium10alkanethiol;
primary alcohol		geroprotector
cellulose[no description available]medium10glycoside
isomethyleugenol[no description available]medium10isomethyleugenol
2-Amino-6-(benzylthio)purine[no description available]low00thiopurine
2-[[6-[(phenylmethyl)amino]-9-propan-2-yl-2-purinyl]amino]ethanol[no description available]low00thiopurine
4-[[[2-[[(2R)-1-hydroxy-3-methylbutan-2-yl]amino]-9-propan-2-yl-6-purinyl]amino]methyl]benzenesulfonamide[no description available]low00thiopurine
9-ethyl-6-[2-(3-pyridinyl)ethylamino]-2-purinecarbonitrile[no description available]low00thiopurine
ConditionIndicatedRelationship StrengthStudiesTrials
Abnormalities, Drug-Induced0low10
Acute Disease0medium11
Acute Lymphoid Leukemia0low10
Acute Myelogenous Leukemia0low20
Acute Myeloid Leukemia0low20
Acute Myeloid Leukemia with Maturation0low20
Acute Myeloid Leukemia without Maturation0low20
Adamantiades-Behcet Disease0low10
Adenocarcinoma0medium21
Adenocarcinoma, Basal Cell0medium21
Adenocarcinoma, Granular Cell0medium21
Adenocarcinoma, Oxyphilic0medium21
Adenocarcinoma, Tubular0medium21
Adenoma0low10
Adenoma, Basal Cell0low10
Adenoma, Follicular0low10
Adenoma, Malignant0medium21
Adenoma, Microcystic0low10
Adenoma, Monomorphic0low10
Adenoma, Papillary0low10
Adenoma, Trabecular0low10
ALL, Childhood0low10
Animal Mammary Carcinoma0low20
ANLL0low20
Anthrax0low10
Arterial Inflammation0low10
Arteritis0low10
Bacillus anthracis Infection0low10
Behcet Disease0low10
Behcet Syndrome0low10
Behcet Triple Symptom Complex0low10
Behcet's Disease0low10
Behcet's Syndrome0low10
Behu00E7et Disease0low10
Benign Intracranial Hypertension0low10
Benign Neoplasms0medium32
Body Weight0low10
Body Weight, Fetal0low10
Bovine Virus Diarrhea Mucosal Disease0low10
Bovine Virus Diarrhea-Mucosal Disease0low10
Bowel Diseases, Inflammatory0low60
Breast Cancer0low10
Breast Carcinoma0low10
Breast Neoplasms0low10
Breast Tumors0low10
Cancer0medium32
Cancer of Breast0low10
Cancer of Colon0low10
Cancer of Endometrium0low10
Cancer of Liver0low10
Cancer of Pancreas0medium11
Cancer of the Breast0low10
Cancer of the Colon0low10
Cancer of the Endometrium0low10
Cancer of the Liver0low10
Cancer of the Pancreas0medium11
Cancer, Hepatocellular0low10
Carcinoma of Endometrium0low10
Carcinoma, Cribriform0medium21
Carcinoma, Ehrlich Tumor0low10
Carcinoma, Epidermoid0low10
Carcinoma, Granular Cell0medium21
Carcinoma, Hepatocellular0low10
Carcinoma, Planocellular0low10
Carcinoma, Squamous0low10
Carcinoma, Squamous Cell0low10
Carcinoma, Tubular0medium21
Cell Transformation, Neoplastic0low10
Cell Transformation, Viral0low10
Colitis Gravis0medium11
Colitis, Granulomatous0low20
Colitis, Ulcerative0medium11
Colon Cancer0low10
Colon Neoplasms0low10
Colonic Cancer0low10
Colonic Neoplasms0low10
Colorectal Cancer0medium21
Colorectal Carcinoma0medium21
Colorectal Neoplasms0medium21
Colorectal Tumors0medium21
Congenital Zika Syndrome0low20
Congenital Zika Virus Infection0low20
Crohn Disease0low20
Crohn's Disease0low20
Crohn's Enteritis0low20
Di Guglielmo Disease0low10
Di Guglielmo's Disease0low10
Diffuse Mixed Small and Large Cell Lymphoma0medium11
Diffuse Mixed-Cell Lymphoma0medium11
Diffuse Small Cleaved-Cell Lymphoma0medium11
Diffuse Undifferentiated Lymphoma0medium11
Disease Exacerbation0low10
Disease Progression0low10
Drug-Induced Abnormalities0low10
Ehrlich Ascites Tumor0low10
Endometrial Cancer0low10
Endometrial Carcinoma0low10
Endometrial Neoplasms0low10
Endometrium Cancer0low10
Enteritis, Granulomatous0low20
Enteritis, Regional0low20
Erythremic Myelosis0low10
Erythroblastic Leukemia, Acute0low10
Erythroleukemia0low10
Experimental Hepatoma0low30
Experimental Hepatomas0low30
Experimental Leukemia0low20
Experimental Leukemias0low20
Experimental Liver Neoplasms0low30
Experimental Mammary Neoplasms0low70
Experimental Neoplasms0low40
Fetal Weight0low10
Fever, Zika0low20
Germinoblastoma0low30
Hemoptysis0low10
Hepatic Cancer0low10
Hepatic Neoplasms0low10
Hepatocellular Cancer0low10
Hepatocellular Carcinoma0low10
Hepatoma0low10
Hepatoma, Experimental0low30
Hepatoma, Morris0low30
Hepatoma, Novikoff0low30
Hepatomas, Experimental0low30
Human Mammary Carcinoma0low10
Idiopathic Intracranial Hypertension0low10
Idiopathic Proctocolitis0medium11
Ileitis, Regional0low20
Ileitis, Terminal0low20
Ileocolitis0low20
Inflammatory Bowel Disease 10low20
Inflammatory Bowel Disease, Ulcerative Colitis Type0medium11
Inflammatory Bowel Diseases0low60
Intracranial Hypertension, Benign0low10
Intracranial Hypertension, Idiopathic0low10
Leucocythaemia0medium31
Leucocythemia0medium31
Leukemia0medium31
Leukemia L 12100low40
Leukemia L12100low40
Leukemia Model, Animal0low20
Leukemia, Acute Lymphoblastic0low10
Leukemia, Acute Myelogenous0low20
Leukemia, Acute Myeloid0low20
Leukemia, Erythroblastic, Acute0low10
Leukemia, Experimental0low20
Leukemia, Lymphoblastic0low10
Leukemia, Lymphoblastic, Acute0low10
Leukemia, Lymphoblastic, Acute, L10low10
Leukemia, Lymphoblastic, Acute, L20low10
Leukemia, Lymphoblastic, Acute, Philadelphia-Positive0low10
Leukemia, Lymphocytic, Acute0low10
Leukemia, Lymphocytic, Acute, L10low10
Leukemia, Lymphocytic, Acute, L20low10
Leukemia, Lymphoid, Acute0low10
Leukemia, Myeloblastic, Acute0low20
Leukemia, Myelocytic, Acute0low20
Leukemia, Myelogenous, Acute0low20
Leukemia, Myeloid, Acute0low20
Leukemia, Myeloid, Acute, M10low20
Leukemia, Myeloid, Acute, M20low20
Leukemia, Myeloid, Acute, M60low10
Leukemia, Nonlymphoblastic, Acute0low20
Leukemia, Nonlymphocytic, Acute0low20
Leukemias, Experimental0low20
Liver Cancer0low10
Liver Cancer, Adult0low10
Liver Cell Carcinoma0low10
Liver Cell Carcinoma, Adult0low10
Liver Neoplasms0low10
Liver Neoplasms, Experimental0low30
Lymphatic Sarcoma0medium11
Lymphoblastic Leukemia0low10
Lymphoblastic Leukemia, Acute0low10
Lymphoblastic Leukemia, Acute, Adult0low10
Lymphoblastic Leukemia, Acute, Childhood0low10
Lymphoblastic Leukemia, Acute, L10low10
Lymphoblastic Leukemia, Acute, L20low10
Lymphoblastic Lymphoma0low10
Lymphocytic Leukemia, Acute0low10
Lymphocytic Leukemia, L10low10
Lymphocytic Leukemia, L20low10
Lymphoma0low30
Lymphoma, Atypical Diffuse Small Lymphoid0medium11
Lymphoma, Diffuse0medium11
Lymphoma, Diffuse, Mixed Lymphocytic-Histiocytic0medium11
Lymphoma, High-Grade0medium11
Lymphoma, Intermediate-Grade0medium11
Lymphoma, Low-Grade0medium11
Lymphoma, Lymphoblastic0low10
Lymphoma, Malignant0low30
Lymphoma, Mixed0medium11
Lymphoma, Mixed Cell, Diffuse0medium11
Lymphoma, Mixed Lymphocytic-Histiocytic0medium11
Lymphoma, Mixed Small and Large Cell, Diffuse0medium11
Lymphoma, Mixed-Cell0medium11
Lymphoma, Mixed-Cell, Diffuse0medium11
Lymphoma, Non-Hodgkin0medium11
Lymphoma, Non-Hodgkin, Familial0medium11
Lymphoma, Non-Hodgkin's0medium11
Lymphoma, Non-Hodgkins0medium11
Lymphoma, Nonhodgkin's0medium11
Lymphoma, Nonhodgkins0medium11
Lymphoma, Pleomorphic0medium11
Lymphoma, Small and Large Cleaved-Cell, Diffuse0medium11
Lymphoma, Small Cleaved Cell, Diffuse0medium11
Lymphoma, Small Cleaved-Cell, Diffuse0medium11
Lymphoma, Small Non-Cleaved-Cell0medium11
Lymphoma, Small Noncleaved-Cell0medium11
Lymphoma, Undifferentiated0medium11
Lymphoma, Undifferentiated, Diffuse0medium11
Lymphosarcoma0medium11
Malaria, Falciparum0low10
Malignancy0medium32
Malignant Neoplasm of Breast0low10
Malignant Neoplasms0medium32
Malignant Tumor of Breast0low10
Mammary Cancer0low10
Mammary Carcinoma, Animal0low20
Mammary Carcinoma, Human0low10
Mammary Neoplasm, Human0low10
Mammary Neoplasms0low20
Mammary Neoplasms, Animal0low20
Mammary Neoplasms, Experimental0low70
Mammary Neoplasms, Human0low10
Mixed Small and Large Cell Lymphoma, Diffuse0medium11
Mixed-Cell Lymphoma0medium11
Mixed-Cell Lymphoma, Diffuse0medium11
Mucosal Disease, Bovine Viral Diarrhea0low10
Myeloblastic Leukemia, Acute0low20
Myelocytic Leukemia, Acute0low20
Myelogenous Leukemia, Acute0low20
Myeloid Leukemia, Acute0low20
Myeloid Leukemia, Acute, M10low20
Myeloid Leukemia, Acute, M20low20
Myeloid Leukemia, Acute, M60low10
Neoplasia0medium32
Neoplasm0medium32
Neoplasms0medium32
Neoplasms, Benign0medium32
Neoplasms, Breast0low10
Neoplasms, Colonic0low10
Neoplasms, Colorectal0medium21
Neoplasms, Endometrial0low10
Neoplasms, Experimental0low40
Neoplasms, Experimental Liver0low30
Neoplasms, Experimental Mammary0low70
Neoplasms, Hepatic0low10
Neoplasms, Liver0low10
Neoplasms, Mammary0low20
Neoplasms, Pancreatic0medium11
Neoplastic Cell Transformation0low10
Neoplastic Transformation, Cell0low10
Non-Hodgkin Lymphoma0medium11
Non-Hodgkin's Lymphoma0medium11
Nonlymphoblastic Leukemia, Acute0low20
Nonlymphocytic Leukemia, Acute0low20
Old Silk Route Disease0low10
Pancreas Cancer0medium11
Pancreas Neoplasms0medium11
Pancreatic Cancer0medium11
Pancreatic Neoplasms0medium11
Plasmodium falciparum Malaria0low10
Precursor Cell Lymphoblastic Leukemia-Lymphoma0low10
Pregnancy0low30
Pseudotumor Cerebri0low10
Regional Enteritis0low20
Respiratory Syndrome, Acute, Severe0low10
Respiratory Syndrome, Severe Acute0low10
Reticulolymphosarcoma0low30
Reticulosarcoma0medium11
Reticulum Cell Sarcoma0medium11
Reticulum-Cell Sarcoma0medium11
Sarcoma0low10
Sarcoma 1800low20
Sarcoma 180, Crocker0low20
Sarcoma, Epithelioid0low10
Sarcoma, Germinoblastic0low30
Sarcoma, Lymphatic0medium11
Sarcoma, Reticulum-Cell0medium11
Sarcoma, Soft Tissue0low10
Sarcoma, Spindle Cell0low10
SARS (Severe Acute Respiratory Syndrome)0low10
Severe Acute Respiratory Syndrome0low10
Small Cleaved-Cell Lymphoma, Diffuse0medium11
Small Non-Cleaved-Cell Lymphoma0medium11
Small Noncleaved-Cell Lymphoma0medium11
Squamous Cell Carcinoma0low10
Transformation, Neoplastic Cell0low10
Transformation, Viral Cell0low10
Triple Symptom Complex0low10
Triple-Symptom Complex0low10
Tumorigenic Transformation0low10
Tumors0medium32
Tumors, Breast0low10
Ulcerative Colitis0medium11
Undifferentiated Lymphoma0medium11
Viral Cell Transformation0low10
Zika Fever0low20
Zika Virus Disease0low20
Zika Virus Infection0low20
ZikV Infection0low20

Research Highlights

Safety/Toxicity (5)

ArticleYear
Evaluation of the maternal and developmental toxicity of 6-methylmercaptopurine riboside in rats.
Reproductive toxicology (Elmsford, N.Y.), Volume: 111		2022
Reversal of 6-mercaptopurine and 6-methylmercaptopurine ribonucleoside cytotoxicity by amidoimidazole carboxamide ribonucleoside in Molt F4 human malignant T-lymphoblasts.
Biochemical pharmacology, Aug-03, Volume: 46, Issue: 3		1993
Reversal of methylmercaptopurine ribonucleoside cytotoxicity by purine ribonucleosides and adenine.
Biochemical pharmacology, Jan-06, Volume: 49, Issue: 1		1995
The importance of methylthio-IMP for methylmercaptopurine ribonucleoside (Me-MPR) cytotoxicity in Molt F4 human malignant T-lymphoblasts.
Biochimica et biophysica acta, Apr-30, Volume: 1181, Issue: 2		1993
Relationship between phosphorylation and cytotoxicity of 2-chloroadenosine and 6-methylmercaptopurine riboside in human cells.
Biochimica et biophysica acta, Apr-10, Volume: 798, Issue: 2		1984
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioavailability (1)

ArticleYear
A thiopurine drug inhibits West Nile virus production in cell culture, but not in mice.
PloS one, Volume: 6, Issue: 10		2011
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Dosage (4)

ArticleYear
Proactive Metabolite Testing in Patients on Thiopurine May Yield Long-Term Clinical Benefits in Inflammatory Bowel Disease.
Digestive diseases and sciences, Volume: 68, Issue: 3		2023
[Monitoring of thiopurine methyltransferase and thiopurine metabolites to optimize azathioprine therapy in inflammatory bowel disease].
Gastroenterologia y hepatologia, Volume: 29, Issue: 9		2006
Phase I trial of the combination of 6-methylmercaptopurine riboside and 5-fluorouracil.
Medical oncology and tumor pharmacotherapy, Volume: 5, Issue: 2		1988
6-Methylmercaptopurine riboside resistance in human lymphocytes in the in vivo somatic cell mutation test.
Environmental mutagenesis, Volume: 8, Issue: 3		1986
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Interactions (1)

ArticleYear
Biochemical modulation of tumor cell energy: regression of advanced spontaneous murine breast tumors with a 5-fluorouracil-containing drug combination.
Cancer research, Aug-01, Volume: 52, Issue: 15		1992
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]